11th Edition

ISBN: 9781118133576

Author: T. W. Graham Solomons, Craig Fryhle

Publisher: Wiley, John & Sons, Incorporated

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Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

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Textbook Question

Chapter 19, Problem 9PP

Practice Problem 19.9

(a) Provide a mechanism for the aldol addition of propanal shown here.

Chapter 19, Problem 9PP, Practice Problem 19.9
(a) Provide a mechanism for the aldol addition of propanal shown

(b) How can you account for the fact that the product of the aldol addition is 3-hydroxy-2-methylpentanal and not 4-hydroxyhexanal?

(c) What products would be formed if the reaction mixture were heated?

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Chapter 19, Problem 8PP

Chapter 19, Problem 10PP

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Chapter 19 Solutions

Organic Chemistry

Ch. 19 - PRACTICE PROBLEM 19.1 (a) Write a mechanism. for...Ch. 19 - Practice Problem 19.2 Since the products obtained...Ch. 19 - Prob. 3PP Ch. 19 - PRACTICE PROBLEM 19.4 Write mechanisms that...Ch. 19 - Prob. 5PP Ch. 19 - Prob. 6PP Ch. 19 - Practice Problem 19.7 The acid-catalyzed aldol...Ch. 19 - Prob. 8PP Ch. 19 - Practice Problem 19.9 (a) Provide a mechanism for...Ch. 19 - Prob. 10PP

Ch. 19 - Practice Problem 19.11 Outlined below is a...Ch. 19 - Prob. 12PP Ch. 19 - Prob. 13PP Ch. 19 - Prob. 14PP Ch. 19 - Practice Problem 19.15 Starting with ketones and...Ch. 19 - Practice Problem 19.16 Assuming that dehydration...Ch. 19 - Practice Problem 19.17 What starting compound...Ch. 19 - Practice Problem 19.18 What experimental...Ch. 19 - Prob. 19PP Ch. 19 - Practice Problem 19.20 When acrolein (propenal)...Ch. 19 - Prob. 21PP Ch. 19 - PRACTICE PROBLEM 19.22 Qutline reasonable...Ch. 19 - Prob. 23P Ch. 19 - Show all steps in the following syntheses. You may...Ch. 19 - Prob. 25P Ch. 19 - Prob. 26P Ch. 19 - Prob. 27P Ch. 19 - 19.28 Show how the diketone at the right could be...Ch. 19 - Prob. 29P Ch. 19 - 19.30 Write a detailed mechanism for the following...Ch. 19 - Prob. 31P Ch. 19 - Prob. 32P Ch. 19 - 19.33 Predict the products from each of the...Ch. 19 - Prob. 34P Ch. 19 - Show how each of the following transformations...Ch. 19 - Prob. 36P Ch. 19 - What reagents would you use to bring about each...Ch. 19 - Prob. 38P Ch. 19 - Prob. 39P Ch. 19 - 19.40 When the aldol reaction of acetaldehyde is...Ch. 19 - Prob. 41P Ch. 19 - Prob. 42P Ch. 19 - 19.43 The following reaction illustrates the...Ch. 19 - What is the structure of the cyclic compound that...Ch. 19 - Prob. 45P Ch. 19 - Prob. 46P Ch. 19 - Prob. 47P Ch. 19 - Predict the products from the following reactions....Ch. 19 - Prob. 49P Ch. 19 - 19.50 (+)-Fenchone is a terpenoid that can be...Ch. 19 - Prob. 51P Ch. 19 - Prob. 52P Ch. 19 - Prob. 53P Ch. 19 - Prob. 54P Ch. 19 - The Perkin condensation is an aldol-type...Ch. 19 - 19.55 (a) Infrared spectroscopy provides an easy...Ch. 19 - Prob. 57P Ch. 19 - 19.61 Provide a mechanism for each of the...Ch. 19 - 19.62 (a) Deduce the structure of product A,...Ch. 19 - 19.60 Write the structures of the three products...Ch. 19 - Prob. 1LGP Ch. 19 - Which hydrogen atoms in the following ester are...Ch. 19 - Prob. 2Q Ch. 19 - 19.3 What starting materials could be used in a...Ch. 19 - Supply the missing reagents, intermediates, and...Ch. 19 - Prob. 5Q Ch. 19 - Prob. 6Q Ch. 19 - Prob. 7Q Ch. 19 - Prob. 8Q

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Practice Problem 19.9 (a) Provide a mechanism for the aldol addition of propanal shown here. (b) How can you account for the fact that the product of the aldol addition is 3-hydroxy-2-methylpentanal and not 4-hydroxyhexanal? (c) What products would be formed if the reaction mixture were heated?

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